Mechanochemical Release of N‐Heterocyclic Carbenes from Flex‐Activated Mechanophores

Abstract

We have discovered a new flex‐activated mechanophore that releases an N‐heterocyclic carbene (NHC) under mechanical load. The mechanophore design is based upon NHC‐carbodiimide (NHC‐CDI) adducts and demonstrates an important first step toward flex‐activated designs capable of further downstream reactivities. Since the flex‐activation is non‐destructive to the main polymer chains, the material can be subjected to multiple compression cycles to achieve iterative increases in the activation percentage of mechanophores. Two different NHC structures were demonstrated, signifying the potential modularity of the mechanophore design.

Document Details

Document Type
Pub Defense Publication
Publication Date
May 07, 2021
Source ID
10.1002/ange.202100576

Entities

People

  • Allison G. Roessler
  • Andrew J. Boydston
  • Hang Shen
  • Michael B. Larsen
  • Paul M Zimmerman

Organizations

  • Army Research Office
  • National Institutes of Health
  • National Science Foundation
  • Oglethorpe University
  • University of Michigan
  • University of Wisconsin–Madison
  • Western Washington University

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Readers

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